Reaktion #11573

Reaktionsgleichung

m-Chloroperbenzoic acid

1-[2-(1-adamantyl)ethyl]-1-pentyl-3-[3-(4-pyridyl)propyl]urea

sodium hydroxide

→

titled compound

Ausbeute 94.2%

4-[3-[3-[2-(1-Adamantyl)ethyl]-3-pentylureido]propyl]pyridine N-oxide

Ausbeute 94.2%

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe organic layer was washed with water (10 ml)
2. 2
   Trocknena saturated aqueous sodium chloride solution (10 ml) successively and dried over anhydrous magnesium sulfate
3. 3
   SonstigeThe solvent was evaporated under reduced pressure
4. 4
   Sonstigethe resulting residue was purified by silica gel column chromatography

Vorschrift

m-Chloroperbenzoic acid (2.5 g, 15 mmol) was added to a solution of 1-[2-(1-adamantyl)ethyl]-1-pentyl-3-[3-(4-pyridyl)propyl]urea (Compound No. 1-1) (3.0 g, 7.3 mmol) at room temperature under a nitrogen atmosphere, and the mixture was stirred overnight. The reaction mixture was distributed with chloroform (20 ml) and a 1 N aqueous sodium hydroxide solution (60 ml). The organic layer was washed with water (10 ml) and a saturated aqueous sodium chloride solution (10 ml) successively and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography to give 2.92 g (94.2%) of the titled compound.

Quelle